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    Chemistry

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    Also known as: E5501 maleate, 677007-74-8, Avatrombopag maleate [usan], Avatrombopag meleate, Avatrombopag (maleate), Gdw7m2p1is
    Molecular Formula
    C33H38Cl2N6O7S2
    Molecular Weight
    765.7  g/mol
    InChI Key
    MISPBGHDNZYFNM-BTJKTKAUSA-N
    FDA UNII
    GDW7M2P1IS
    Avatrombopag Maleate
    Avatrombopag Maleate is the maleate salt form of avatrombopag, an orally available platelet thrombopoietin receptor (TPOR; MPL) agonist, with potential megakaryopoiesis stimulating activity. Upon administration, avatrombopag binds to and stimulates TPOR, which may lead to the proliferation and differentiation of megakaryocytes from bone marrow progenitor cells. This increases the production of platelets and may prevent chemotherapy-induced thrombocytopenia (CIT). TPOR is a cytokine receptor and member of the hematopoietin receptor superfamily.
    1 2D Structure

    Avatrombopag Maleate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (Z)-but-2-enedioic acid;1-[3-chloro-5-[[4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)-1,3-thiazol-2-yl]carbamoyl]pyridin-2-yl]piperidine-4-carboxylic acid
    2.1.2 InChI
    InChI=1S/C29H34Cl2N6O3S2.C4H4O4/c30-20-15-23(41-17-20)24-27(37-12-10-35(11-13-37)21-4-2-1-3-5-21)42-29(33-24)34-26(38)19-14-22(31)25(32-16-19)36-8-6-18(7-9-36)28(39)40;5-3(6)1-2-4(7)8/h14-18,21H,1-13H2,(H,39,40)(H,33,34,38);1-2H,(H,5,6)(H,7,8)/b;2-1-
    2.1.3 InChI Key
    MISPBGHDNZYFNM-BTJKTKAUSA-N
    2.1.4 Canonical SMILES
    C1CCC(CC1)N2CCN(CC2)C3=C(N=C(S3)NC(=O)C4=CC(=C(N=C4)N5CCC(CC5)C(=O)O)Cl)C6=CC(=CS6)Cl.C(=CC(=O)O)C(=O)O
    2.1.5 Isomeric SMILES
    C1CCC(CC1)N2CCN(CC2)C3=C(N=C(S3)NC(=O)C4=CC(=C(N=C4)N5CCC(CC5)C(=O)O)Cl)C6=CC(=CS6)Cl.C(=C\C(=O)O)\C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    GDW7M2P1IS
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. E5501 Maleate

    2. 677007-74-8

    3. Avatrombopag Maleate [usan]

    4. Avatrombopag Meleate

    5. Avatrombopag (maleate)

    6. Gdw7m2p1is

    7. E-5501 Maleate

    8. (z)-but-2-enedioic Acid;1-[3-chloro-5-[[4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)-1,3-thiazol-2-yl]carbamoyl]pyridin-2-yl]piperidine-4-carboxylic Acid

    9. 4-piperidinecarboxylic Acid, 1-(3-chloro-5-(((4-(4-chloro-2-thienyl)-5-(4-cyclohexyl-1- Piperazinyl)-2-thiazolyl)amino)carbonyl)-2-pyridinyl)-, (2z)-2-butenedioate (1:1)

    10. Unii-gdw7m2p1is

    11. Doptelet (tn)

    12. Akr-501 Monomaleate

    13. Chembl2105758

    14. Schembl19610454

    15. Avatrombopag Maleate [mi]

    16. Avatrombopag Maleate (jan/usan)

    17. Avatrombopag Maleate [jan]

    18. Dtxsid001027855

    19. 677007-74-8 (maleate)

    20. Hy-13463a

    21. Avatrombopag Maleate [who-dd]

    22. Avatrombopag Maleate [orange Book]

    23. Cs-0025423

    24. D10307

    25. A902459

    26. Q27279052

    27. 1-(3-chloro-5-((4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)thiazol-2- Yl)carbamoyl)pyridin-2-yl)piperidine-4-carboxylic Acid Mono-(2z)-but-2-enedioate

    28. 1-[3-chloro-5-[[4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)-1,3-thiazol-2-yl]carbamoyl]pyridin-2-yl]piperidine-4-carboxylic Acid;avatrombopag

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 765.7 g/mol
    Molecular Formula C33H38Cl2N6O7S2
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count14
    Rotatable Bond Count9
    Exact Mass764.1620453 g/mol
    Monoisotopic Mass764.1620453 g/mol
    Topological Polar Surface Area233 Ų
    Heavy Atom Count50
    Formal Charge0
    Complexity1050
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Indication

    Doptelet is indicated for the treatment of severe thrombocytopenia in adult patients with chronic liver disease who are scheduled to undergo an invasive procedure.

    Doptelet is indicated for the treatment of primary chronic immune thrombocytopenia (ITP) in adult patients who are refractory to other treatments (e. g. corticosteroids, immunoglobulins).

    Treatment of Idiopathic Thrombocytopenia Purpura (ITP), Treatment of Thrombocytopenic Purpura Secondary to Liver Disease

    5 Pharmacology and Biochemistry
    5.1 ATC Code

    B02BX

    API Reference Price

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    16-Mar-2021
    22-Jun-2022
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